Masterbatch based on a modified polymer and an organophosphorus additive, and method for manufacturing same

Abstract

A process for manufacturing a masterbatch comprises the following steps: (a) bringing at least one initial polymer comprising at least one carbon-carbon unsaturation into contact with at least one 1,3-dipolar grafting agent bearing at least one nitrile oxide dipole in the presence of at least one organophosphorus additive selected from the group consisting of phosphoric acid triesters, phosphonates, phosphinates, phosphine oxides and the mixtures of these compounds, and (b) recovering the masterbatch obtained in the preceding step. The masterbatch and compositions containing it and also tires comprising such compositions are also disclosed.

1 .- 15 . (canceled) 
     
     
         16 . A process for manufacturing a masterbatch comprising the following steps:
 (a) bringing at least one initial polymer comprising at least one carbon-carbon unsaturation into contact with at least one 1,3-dipolar grafting agent bearing at least one nitrile oxide dipole in the presence of at least one organophosphorus additive selected from the group consisting of phosphoric acid triesters, phosphonates, phosphinates, phosphine oxides and mixtures thereof to obtain the masterbatch; and   (b) recovering the masterbatch obtained in step (a).   
     
     
         17 . The process for manufacturing a masterbatch according to  claim 16 , wherein steps (a) and (b) are carried out at a temperature below or equal to 35° C. 
     
     
         18 . The process for manufacturing a masterbatch according to  claim 16 , wherein the process further comprises a heat treatment step (a′), after step (a). 
     
     
         19 . The process for preparing for manufacturing a masterbatch according  claim 16 , wherein the at least one organophosphorous additive corresponds to formula (I): 
       
         
           
           
               
               
           
         
       
       in which:
 R1 is selected from the group consisting of C1-C20 alkyls, C6-C20 aryls, (C1-C20)alkyl(C6-C20)aryls, (C6-C20)aryl(C1-C20)alkyls and O—Ra groups with Ra being a radical selected from the group consisting of C1-C20 alkyls, C6-C20 aryls, (C1-C20)alkyl(C6-C20)aryls and (C6-C20)aryl(C1-C20)alkyls; 
 R2 is selected from the group consisting of C1-C20 alkyls, C6-C20 aryls, (C1-C20)alkyl(C6-C20)aryls, (C6-C20)aryl(C1-C20)alkyls and O—Ra groups with Ra being a radical selected from the group consisting of C1-C20 alkyls, C6-C20 aryls, (C1-C20)alkyl(C6-C20)aryls and (C6-C20)aryl(C1-C20)alkyls; and 
 R3 is selected from the group consisting of C1-C20 alkyls, C6-C20 aryls, (C1-C20)alkyl(C6-C20)aryls, (C6-C20)aryl(C1-C20)alkyls and O—Ra groups with Ra being a radical selected from the group consisting of C1-C20 alkyls, C6-C20 aryls, (C1-C20)alkyl(C6-C20)aryls and (C6-C20)aryl(C1-C20)alkyls. 
 
     
     
         20 . The process for manufacturing a masterbatch according to  claim 16 , wherein the at least one organophosphorous additive corresponds to formula (Ia): 
       
         
           
           
               
               
           
         
       
       in which R1a, R2a, and R3a, which may be identical or different, are selected from the group consisting of C1-C20 alkyls, C6-C20 aryls, (C1-C20)alkyl(C6-C20)aryls and (C6-C20)aryl(C1-C20)alkyls. 
     
     
         21 . The process for manufacturing a masterbatch according to  claim 20 , wherein R1a, R2a, and R3a, which may be identical or different, are selected from the group consisting of C1-C12 alkyls, C6-C12 aryls, (C1-C12)alkyl(C6-C12)aryls and (C6-C12)aryl(C1-C12)alkyls. 
     
     
         22 . The process for preparing for manufacturing a masterbatch according to  claim 20 , wherein R1a, R2a, and R3a, which may be identical or different, are selected from the group consisting of C1-C12 alkyls and C6-C12 aryls. 
     
     
         23 . The process for manufacturing a masterbatch according to  claim 16 , wherein the at least one organophosphorous additive is selected from the group consisting of tris(ethylhexyl) phosphate, 2-ethylhexyl diphenyl phosphate, tri-n-octyl phosphate, triisobutyl phosphate and mixtures thereof. 
     
     
         24 . The process for manufacturing a masterbatch according to  claim 16 , wherein the at least one initial polymer is an elastomer comprising at least one carbon-carbon unsaturation. 
     
     
         25 . The process for manufacturing a masterbatch according to  claim 16 , wherein the at least one initial polymer is a diene elastomer. 
     
     
         26 . The process for manufacturing a masterbatch according to  claim 16 , wherein the at least one 1,3-dipolar grafting agent comprises, in addition to the at least one nitrile oxide dipole, at least one chemical function selected from the group consisting of optionally substituted nitrogen-containing or sulfur-containing heterocycles, esters, oxiranes, carbonates and tertiary amines. 
     
     
         27 . A masterbatch based on at least one organophosphorus additive, on at least one initial polymer comprising at least one carbon-carbon unsaturation and at least one 1,3-dipolar grafting agent bearing at least one nitrile oxide dipole, the at least one organophosphorus additive being selected from the group consisting of phosphoric acid triesters, phosphonates, phosphinates, phosphine oxides and mixtures thereof. 
     
     
         28 . A composition comprising at least one masterbatch according to  claim 27 . 
     
     
         29 . An article comprising at least one composition according to  claim 28 . 
     
     
         30 . A pneumatic or non-pneumatic tire comprising at least one composition according to  claim 28 . 
     
     
         31 . A composition comprising at least one masterbatch obtained according to the process according to  claim 16 . 
     
     
         32 . An article comprising at least one composition according to  claim 31 . 
     
     
         33 . A pneumatic or non-pneumatic tire comprising at least one composition according to  claim 31 .